Photolabile pro-fragrances

ABSTRACT

Fragrances having a fresh character are usually very volatile and therefore not very economical in typical applications such as washing or cleaning processes for example. For that reason they have to be used in relatively large amounts in order to bring about appropriate effects. The present invention describes photolabile pro-fragrances of formula (I) that allow for a greatly improved persistence of the fragrance impression, in particular one having a fresh character, in typical applications. Said pro-fragrances attach very readily to target substrates, such as textiles for example. A more economical use of the fragrances in question can be ensured in this way.

FIELD OF THE INVENTION

The present invention generally relates to the field of pro-fragrances.It relates to special ketones that function as photolabilepro-fragrances. The present invention also relates to washing orcleaning agents and cosmetic agents comprising such ketones. It alsorelates to a method for the lasting fragrancing of surfaces.

BACKGROUND OF THE INVENTION

Washing or cleaning agents and cosmetic agents mostly contain fragranceswhich impart a pleasant odor to the agents. The fragrances mostly maskthe odor of the other ingredients, creating a pleasant odor impressionfor the user.

In the washing agents sector in particular, fragrances are importantconstituents of the composition, since in both the wet and the dry statethe laundry should have a pleasant and where possible also a freshscent. The fundamental problem underlying the use of fragrances is thatthey are more or less highly volatile compounds, yet a lasting fragranceeffect is desired. In the case in particular of fragrances which providethe fresh and light notes of the perfume and which because of their highvapor pressure evaporate particularly quickly, the desired persistenceof the fragrance impression is very difficult to achieve.

A delayed fragrance release can occur through for example thecarrier-bound use of fragrances. A carrier-bound precursor form of afragrance is also known as a pro-fragrance or fragrance storagesubstance. In this context international patent applicationWO2007/087977 discloses the use of 1-aza-3,7-dioxabicyclo[3.3.0]octanecompounds as pro-fragrances for the delayed release of fragrancealdehydes and fragrance ketones by hydrolysis. An alternativepossibility for the delayed release of fragrances is the use ofphotoactivatable substances as pro-fragrances. Exposure to sunlight orto another electromagnetic radiation source of a certain wavelengthinduces the breakage of a covalent bond in the pro-fragrance molecule,causing a fragrance to be released.

U.S. Pat. No. 6,949,680 discloses the use of certain phenyl or pyridylketones as photoactivatable substances which in the presence of light ina photochemical fragmentation release a terminal alkene as an activesubstance. Said active substance has for example a fragrance-impartingor antimicrobial activity, which is first delayed by the photochemicallyinduced decomposition and is released over an extended period on aspecific surface.

WO2009/118219 A1 describes certain ketones as photoactivatablesubstances which allow the delayed release of cyclic compounds having atleast one cyclic double bond, in particular cyclic terpenes or cyclicterpenoids having at least one cyclic double bond.

WO2010/066486 A2 describes certain beta-hydroxyketones asphotoactivatable substances which in the presence of light allow for arelease of fragrance aldehydes (perfume aldehydes) and fragrance ketones(perfume ketones).

The object of the present invention was to provide furtherphotoactivatable substances as pro-fragrances which allow for thedelayed release of perfume ketones, in particular of damascone.

Furthermore, other desirable features and characteristics of the presentinvention will become apparent from the subsequent detailed descriptionof the invention and the appended claims, taken in conjunction with theaccompanying drawings and this background of the invention.

BRIEF SUMMARY OF THE INVENTION

A ketone of the general formula (I),

Wherein R denotes a substituted hydrocarbon residue having at least oneC═O group; R1, R2 each independently of one another denote hydrogen, anaryl residue, a linear or branched, substituted or unsubstituted alkoxygroup having 1 to 15 C atoms, a linear or branched, substituted orunsubstituted alkyl group having 1 to 15 C atoms or a substituted orunsubstituted aryl residue; R3, R4, R5, R6 and R7 each independently ofone another denote hydrogen, an amino group, —NO₂, a linear or branched,substituted or unsubstituted alkoxy group having 1 to 15 C atoms, alinear or branched, substituted or unsubstituted alkyl group having 1 to15 C atoms, a cycloalkyl residue, acyl residue, aryl residue, —OH, —NH₂,halogen, NH alkyl or —N(alkyl)₂; and wherein at least one of theresidues R3, R4, R5, R6, R7 denotes a —CO—X group, where X═H, alkyl,cycloalkyl, aryl, acyl, —OH, —Oalkyl, NH₂, NH-alkyl, —N(alkyl)₂ orhalogen.

DETAILED DESCRIPTION OF THE INVENTION

The following detailed description of the invention is merely exemplaryin nature and is not intended to limit the invention or the applicationand uses of the invention. Furthermore, there is no intention to bebound by any theory presented in the preceding background of theinvention or the following detailed description of the invention.

This object of the present invention was achieved by a ketone of thegeneral formula (I),

whereinthe residue R denotes a substituted hydrocarbon residue having at leastone C═O group, R1, R2 each independently of one another denote hydrogen,an aryl residue, a linear or branched, substituted or unsubstitutedalkoxy group having 1 to 15 C atoms, a linear or branched, substitutedor unsubstituted alkyl group having 1 to 15 C atoms or a substituted orunsubstituted aryl residue,R3, R4, R5, R6 and R7 each independently of one another denote hydrogen,an amino group, —NO₂, a linear or branched, substituted or unsubstitutedalkoxy group having 1 to 15 C atoms, a linear or branched, substitutedor unsubstituted alkyl group having 1 to 15 C atoms, a cycloalkylresidue, acyl residue, aryl residue, —OH, —NH₂, halogen, NH alkyl or—N(alkyl)₂,and wherein at least one of the residues R3, R4, R5, R6, R7 denotes a—CO—X group, where X═H, alkyl, cycloalkyl, aryl, acyl, —OH, —Oalkyl,NH₂, NH-alkyl, —N(alkyl)₂ or halogen.

The residue R, which denotes a substituted hydrocarbon residue having atleast one C═O group, can be linear or branched and in particular it canalso encompass at least one ring system.

The ketones according to the invention are particularly effectivepro-fragrances, which allow for the delayed release of perfume ketones,in particular of damascone. The use of the ketones according to theinvention in washing, cleaning or care agents leads in the use thereofto an improved long-term fragrance effect in the treated substrates, inparticular in connection with the treatment of textiles. Thus whenketones according to the invention were used in a laundry treatmentagent such as for example a washing agent or fabric softener, animproved long-term fragrance effect in the treated laundry was found.

Regarding their use in washing or cleaning agents, the pro-fragrancesaccording to the invention enable the total amount of perfume containedin the agent to be reduced while nevertheless achieving olfactorybenefits in the laundered textiles, in particular with regard to theperception of freshness.

A particular advantage of the present invention is that the ketonesaccording to the invention exhibit outstanding attachmentcharacteristics to the target substrates during use, i.e. thepro-fragrances attach particularly efficiently to the target substrates,in particular to textiles. Thus the ratio of the amount of pro-fragranceused to the amount of pro-fragrance deposited on the target substrate isvery favorable. This allows for a particularly economical use of thepro-fragrances according to the invention when used in washing orcleaning agents for example. Washing or cleaning agents comprising thepro-fragrances according to the invention also have a particularly goodstorage stability.

The ketone according to the invention of the general formula (I) issuitable as a pro-fragrance for all conventional fragrance ketones,selected in particular from Buccoxime; isojasmone; methyl-beta-naphthylketone; musk indanone; Tonalide/Musk plus; alpha-damascone,beta-damascone, delta-damascone, gamma-damascone, damascenone, damarose,methyl dihydrojasmonate, menthone, carvone, camphor, fenchone,alpha-ionone, beta-ionone, gamma-methyl ionone, fleuramone,dihydrojasmone, cis-jasmone, iso-E-Super®, methyl cedrenyl ketone ormethyl cedrylone, acetophenone, methyl acetophenone,para-methoxyacetophenone, methyl-beta-naphthyl ketone, benzyl acetone,benzophenone, para-hydroxyphenyl butanone, celery ketone or livescone,6-isopropyl decahydro-2-naphthone, dimethyl octenone, frescomenthe,4-(1-ethoxyvinyl)-3,3,5,5-tetramethylcyclohexanone, methyl heptenone,2-(2-(4-methyl-3-cyclohexen-1-yl)propyl)cyclopentanone,1-(p-menthen-6(2)yl)-1-propanone,4-(4-hydroxy-3-methoxyphenyl)-2-butanone, 2-acetyl-3,3-dimethylnorbornane, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)indanone, 4-damascol,dulcinyl or cassione, gelsone, hexylon, isocyclemone E, methylcyclocitrone, methyl lavender ketone, orivone, para-tert-butylcyclohexanone, Verdon, Delphone, muscone, neobutenone, plicatone,Veloutone, 2,4,4,7-tetramethyl oct-6-en-3-one, tetrameran or mixturesthereof. The ketones can preferably be selected from the damascones,carvone, gamma-methyl ionone, iso-E-Super, 2,4,4,7-tetramethyloct-6-en-3-one, benzyl acetone, damascenone, methyl dihydrojasmonate,methyl cedrylone, hedione and mixtures thereof. All damascones anddamascenones are most preferred. The stored ketones can be releasedunder exposure to light, in particular encompassing wavelengths from 200to 400 nm.

According to a preferred embodiment of the invention, in the ketoneaccording to the invention of formula (I) the substituents R1 and R2,independently of one another, each denote a linear or branched,substituted or unsubstituted alkyl group having 1 to 6 C atoms,preferably 1 to 3 C atoms, in particular in each case a methyl residue,

R3, R6 and R7 each denote hydrogen,and the residues R4 and R5 each independently of one another denotehydrogen or a —CO—X group, where X═H, alkyl, cycloalkyl, aryl, acyl, OH,Oalkyl, NH₂, NH-alkyl, N(alkyl)₂ or halogen, at least one of residues R4or R5 denoting the —CO—X group. Particularly preferred —CO—X groups arethose in which X═H or —Oalkyl, such as in particular —OMe, and —OEt.

According to a further preferred embodiment of the invention, thepro-fragrance according to the invention is a ketone corresponding toformula (II) or (III)

wherein the residue R8 in each case denotes a hydrocarbon residue havingat least 5 C atoms, which in particular encompasses a cyclic hydrocarbonresidue, and wherein the residue X in each case denotes H, alkyl,cycloalkyl, aryl, acyl, OH, alkoxy, —NH₂, NH-alkyl, —N(alkyl)₂ orhalogen. It is preferable for the residue X to denote H or an alkoxygroup, in particular a methoxy or ethoxy group, and this in turncorresponds to a preferred embodiment of the invention.

According to a further preferred embodiment of the invention, ketonesaccording to formulae (IV) to (XI) are preferred:

Said ketones of the aforementioned formulae (IV) to (XI) can be stablyincorporated into the conventional washing or cleaning agent matrices,into cosmetics and into existing perfume compositions. They allow for adelayed release of the stored fragrances, namely in particular ofdamascone in the α, β, γ or δ form and of damascenone, in particularβ-damascenone. Said ketones impart a particularly long-lasting freshnessimpression to conventional washing or cleaning agents and to cosmetics.The dried, laundered textile in particular benefits from the goodlong-term fresh fragrance effect. The particularly good attachmentcharacteristics of said ketones to the target substrates, such astextiles in particular, are particularly advantageous. A very efficientdeposition of the ketones on the target substrates can be achieved,particularly in the context of conventional textile laundering incommercial automatic washing machines, but also by hand washing.

According to a further preferred embodiment, such ketones within themeaning of the invention which correspond to said formulae (IV) to (XI)but in which, deviating from formulae (IV) to (XI), the substituents arearranged not in the 1,4-position on the benzene ring but in the1,3-position, in other words analogously to the aforementioned formula(III), are advantageous.

The slow release of the stored perfume takes place following exposure tolight (electromagnetic radiation), in particular encompassingwavelengths from 200 to 400 nm, as illustrated in simplified terms inthe reaction equation below:

The present invention also provides a washing or cleaning agent,preferably a washing agent, fabric softener or washing auxiliary agent,comprising at least one ketone according to one of formulae (I) to (XI),wherein said ketone is preferably contained in amounts of between 0.0001and 5 wt. %, advantageously between 0.001 and 4 wt. %, moreadvantageously between 0.01 and 3 wt. %, in particular between 0.1 and 2wt. %, relative in each case to the total agent. Suitable cleaningagents are for example cleaning agents for hard surfaces, such aspreferably dishwashing agents. They can likewise be cleaning agents suchas for example household cleaners, general purpose cleaners, windowcleaners, floor cleaners, etc. They can preferably be a product forcleaning lavatory pans and urinals, advantageously a toilet freshener tohang in the lavatory pan, in particular a toilet rim block.

According to a preferred embodiment of the invention the washing orcleaning agent according to the invention contains at least onesurfactant selected from anionic, cationic, non-ionic, zwitterionic,amphoteric surfactants or mixtures thereof.

According to a further preferred embodiment of the invention the agentaccording to the invention is in solid or liquid form.

The invention also provides a cosmetic agent comprising at least oneketone according to one of formulae (I) to (XI), which cosmetic agentpreferably contains said ketone in amounts of between 0.0001 and 5 wt.%, advantageously between 0.001 and 4 wt. %, more advantageously between0.01 and 3 wt. %, in particular between 0.1 and 2 wt. %, relative ineach case to the total agent.

The invention also provides an air care agent (e.g. room air freshener,room deodorizer, room spray, etc.) comprising at least one ketoneaccording to one of formulae (I) to (XI), wherein said ketone ispreferably contained in amounts of between 0.0001 and 50 wt. %,advantageously between 0.001 and 5 wt. %, more advantageously between0.1 and 3 wt. %, in particular between 0.1 and 2 wt. %, relative in eachcase to the total agent.

According to a further preferred embodiment of the invention an agentaccording to the invention (i.e. washing or cleaning agent, cosmeticagent or air care agent), in particular washing or cleaning agent,additionally contains fragrances, advantageously in amounts of between0.001 and 5 wt. %, selected in particular from the group encompassingfragrances of natural or synthetic origin, preferably more highlyvolatile fragrances, higher-boiling fragrances, solid fragrances and/orfixative fragrances.

Fixative perfumes, which can advantageously be used in the context ofthe present invention, are for example essential oils such as angelicaroot oil, aniseed oil, arnica flower oil, basil oil, bay oil, bergamotoil, champaca flower oil, noble fir oil, noble fir cone oil, elemi oil,eucalyptus oil, fennel oil, spruce needle oil, galbanum oil, geraniumoil, gingergrass oil, guaiac wood oil, gurjun balsam oil, helichrysumoil, hon-sho oil, ginger oil, iris oil, cajeput oil, calamus oil,chamomile oil, camphor oil, cananga oil, cardamom oil, cassia oil, pineneedle oil, copaiba balsam oil, coriander oil, spearmint oil, carawayoil, cumin oil, lavender oil, lemongrass oil, lime oil, mandarin oil,melissa oil, musk seed oil, myrrh oil, clove oil, neroli oil, niaoulioil, olibanum oil, orange oil, origanum oil, palmarosa oil, patchoulioil, Peru balsam oil, petitgrain oil, pepper oil, peppermint oil,pimento oil, pine oil, rose oil, rosemary oil, sandalwood oil, celeryoil, spike lavender oil, star anise oil, turpentine oil, thuja oil,thyme oil, verbena oil, vetiver oil, juniper berry oil, wormwood oil,wintergreen oil, ylang-ylang oil, hyssop oil, cinnamon oil, cinnamonleaf oil, citronella oil, lemon oil and cypress oil.

However, higher-boiling or solid perfumes of natural or synthetic origincan also be used in the context of the present invention as fixativeperfumes or perfume blends, i.e. as fragrances. These compounds includethe compounds listed below and mixtures thereof: ambrettolide,α-amylcinnamaldehyde, anethol, anisaldehyde, anisic alcohol, anisol,methyl anthranilate, acetophenone, benzyl acetone, benzaldehyde, ethylbenzoate, benzophenone, benzyl alcohol, benzyl acetate, benzyl benzoate,benzyl formate, benzyl valerianate, borneol, bornyl acetate,α-bromostyrene, n-decyl aldehyde, n-dodecyl aldehyde, eugenol, eugenolmethyl ether, eucalyptol, farnesol, fenchone, fenchyl acetate, geranylacetate, geranyl formate, heliotropin, methyl heptine carboxylate,heptaldehyde, hydroquinone dimethyl ether, hydroxycinnamaldehyde,hydroxycinnamic alcohol, indole, irone, isoeugenol, isoeugenol methylether, isosafrole, jasmone, camphor, carvacrol, carvone, p-cresol methylether, coumarin, p-methoxyacetophenone, methyl-n-amyl ketone, methylmethyl anthranilate, p-methyl acetophenone, methyl chavicol, p-methylquinoline, methyl-β-naphthyl ketone, methyl-n-nonyl acetaldehyde,methyl-n-nonyl ketone, muscone, β-naphthol ethyl ether, β-naphtholmethyl ether, nerol, nitrobenzene, n-nonyl aldehyde, nonyl alcohol,n-octyl aldehyde, p-oxyacetophenone, pentadecanolide, β-phenyl ethylalcohol, phenyl acetaldehyde dimethyl acetal, phenyl acetic acid,pulegone, safrole, isoamyl salicylate, methyl salicylate, hexylsalicylate, cyclohexyl salicylate, santalol, skatole, terpineol,thymene, thymol, γ-undelactone, vanillin, veratrum aldehyde,cinnamaldehyde, cinnamyl alcohol, cinnamic acid, ethyl cinnamate, benzylcinnamate. The more highly volatile fragrances include in particular thelower-boiling perfumes of natural or synthetic origin, which can be usedalone or in mixtures. Examples of more highly volatile fragrances arealkyl isothiocyanates (alkyl mustard oils), butanedione, limonene,linalool, linalyl acetate and propionate, menthol, menthone,methyl-n-heptenone, phellandrene, phenylacetaldehyde, terpinyl acetate,citral, citronellal.

According to a further preferred embodiment the agent according to theinvention (i.e. washing or cleaning agent, cosmetic agent or air careagent), in particular washing or cleaning agent, has at least one,preferably a plurality of, active components, in particular activewashing components, active care components, active cleaning componentsand/or cosmetic components, advantageously selected from the groupencompassing anionic surfactants, cationic surfactants, amphotericsurfactants, non-ionic surfactants, acidifying agents, alkalizingagents, anti-crease compounds, antibacterial substances, antioxidants,anti-redeposition agents, antistatics, builder substances, bleachingagents, bleach activators, bleach stabilizers, bleach catalysts, ironingaids, cobuilders, fragrances, anti-shrink agents, electrolytes, enzymes,color protecting agents, coloring agents, dyes, dye transfer inhibitors,fluorescent agents, fungicides, germicides, odor-complexing substances,auxiliary agents, hydrotropes, rinse aids, complexing agents,preservatives, corrosion inhibitors, water-miscible organic solvents,optical brighteners, perfumes, perfume carriers, pearling agents, pHadjusters, phobing and impregnating agents, polymers, non-swellingagents, anti-slip agents, foam inhibitors, layered silicates,dirt-repellent substances, silver protection agents, silicone oils, soilrelease active agents, UV protective substances, viscosity regulators,thickening agents, discoloration inhibitors, graying inhibitors,vitamins and/or fabric softeners. Within the meaning of this invention,stated amounts for the agent according to the invention in wt. %, unlessotherwise specified, relate to the total weight of the agent accordingto the invention.

The amounts of individual ingredients in the agents according to theinvention (i.e. washing or cleaning agent, cosmetic agent or air careagent), in particular washing or cleaning agent, are guided in each caseby the intended use of the agents in question, and the person skilled inthe art is familiar in principle with the orders of magnitude of theamounts of ingredients to use or can obtain them from the associatedspecialist literature. Depending on the intended use of the agentsaccording to the invention, a higher or lower surfactant content, forexample, will be chosen. For example, the surfactant content of washingagents, for example, can conventionally be between 10 and 50 wt. %,preferably between 12.5 and 30 wt. % and in particular between 15 and 25wt. %, whereas cleaning agents for automatic dishwashing, for example,can contain between 0.1 and 10 wt. %, preferably between 0.5 and 7.5 wt.% and in particular between 1 and 5 wt. % of surfactants.

The agents according to the invention (i.e. washing or cleaning agent,cosmetic agent or air care agent, but in particular washing or cleaningagent) can contain surfactants, with anionic surfactants, non-ionicsurfactants and mixtures thereof, but also cationic surfactants, beingpreferably suitable. Suitable non-ionic surfactants are in particularethoxylation and/or propoxylation products of alkyl glycosides and/orlinear or branched alcohols each having 12 to 18 C atoms in the alkylpart and 3 to 20, preferably 4 to 10, alkyl ether groups. Correspondingethoxylation and/or propoxylation products of N-alkylamines, vicinaldiols, fatty acid esters and fatty acid amides, which in terms of thealkyl part correspond to the cited long-chain alcohol derivatives, andof alkyl phenols having 5 to 12 C atoms in the alkyl residue can also beused.

Suitable anionic surfactants are in particular soaps and examplescontaining sulfate or sulfonate groups, with preferably alkali ions ascations. Soaps which can be used are preferably the alkali salts ofsaturated or unsaturated fatty acids having 12 to 18 C atoms. Such fattyacids can also be used in not completely neutralized form. Suitablesurfactants of the sulfate type include the salts of sulfuric acidsemi-esters of fatty alcohols having 12 to 18 C atoms and the sulfationproducts of said non-ionic surfactants with a low degree ofethoxylation. Suitable surfactants of the sulfonate type include linearalkylbenzene sulfonates having 9 to 14 C atoms in the alkyl part, alkanesulfonates having 12 to 18 C atoms, and olefin sulfonates having 12 to18 C atoms which are formed in the reaction of corresponding monoolefinswith sulfur trioxide, as well as alpha-sulfo fatty acid esters which areformed in the sulfonation of fatty acid methyl or ethyl esters.

Cationic surfactants are preferably selected from the esterquats and/orthe quaternary ammonium compounds according to the general formula(R^(I))(R^(II))(R^(III))(R^(IV))N⁺X⁻, in which R^(I) to R^(IV) denoteidentical or different C₁₋₂₂ alkyl residues, C₇₋₂₈ arylalkyl residues orheterocyclic residues, wherein two or in the case of an aromatic bondingas in pyridine even three residues together with the nitrogen atom formthe heterocycle, for example a pyridinium or imidazolinium compound, andX⁻ denotes halide ions, sulfate ions, hydroxide ions or similar anions.Quaternary ammonium compounds can be produced by reacting tertiaryamines with alkylating agents, such as for example methyl chloride,benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethyleneoxide. The alkylation of tertiary amines having one long alkyl residueand two methyl groups is achieved particularly easily; in addition, thequaternization of tertiary amines having two long residues and onemethyl group can be performed under gentle conditions with the aid ofmethyl chloride. Amines having three long alkyl residues orhydroxy-substituted alkyl residues are not very reactive and arequaternized with dimethyl sulfate, for example. Suitable quaternaryammonium compounds are for example benzalkonium chloride(N-alkyl-N,N-dimethyl benzylammonium chloride), benzalkon B(m,p-dichlorobenzyldimethyl-C₁₂-alkylammonium chloride, benzoxoniumchloride (benzyldodecyl bis-(2-hydroxyethyl)ammonium chloride),cetrimonium bromide (N-hexadecyl-N,N-trimethylammonium bromide),benzetonium chloride(N,N-dimethyl-N-[2-[2-[p-(1,1,3,3-tetramethylbutyl)phenoxy]ethoxy]ethyl]benzylammoniumchloride), dialkyldimethylammonium chlorides such asdi-n-decyldimethylammonium chloride, didecyldimethylammonium bromide,dioctyldimethylammonium chloride, 1-cetylpyridinium chloride andthiazoline iodide and mixtures thereof. Preferred quaternary ammoniumcompounds are benzalkonium chlorides having C₈-C₂₂ alkyl residues, inparticular C₁₂-C₁₄ alkylbenzyldimethylammonium chloride.

Preferred esterquats are methyl-N-(2-hydroxyethyl)-N,N-di(tallowacyloxyethyl)ammonium methosulfate, bis-(palmitoyl)ethyl hydroxyethylmethylammonium methosulfate ormethyl-N,N-bis(acyloxyethyl)-N-(2-hydroxyethyl)ammonium methosulfate.

Surfactants are contained in the agents according to the invention (i.e.washing or cleaning agent, cosmetic agent or air care agent, but inparticular washing or cleaning agent) in quantitative proportions ofpreferably 5 wt. % to 50 wt. %, in particular 8 wt. % to 30 wt. %. Inlaundry post-treatment agents in particular, up to 30 wt. % ofsurfactants are preferably used, in particular 5 wt. % to 15 wt. %,preferably including at least a proportion of cationic surfactants.

An agent according to the invention, in particular washing or cleaningagent, preferably contains at least one water-soluble and/orwater-insoluble, organic and/or inorganic builder. The water-solubleorganic builder substances include polycarboxylic acids, in particularcitric acid and sugar acids, monomeric and polymeric aminopolycarboxylicacids, in particular methylglycine diacetic acid, nitrilotriacetic acidand ethylenediamine tetraacetic acid as well as polyaspartic acid,polyphosphonic acids, in particular amino tris(methylene phosphonicacid), ethylenediamine tetrakis(methylene phosphonic acid) and 1hydroxyethane-1,1-diphosphonic acid, polymeric hydroxy compounds such asdextrin as well as polymeric (poly)carboxylic acids, polymeric acrylicacids, methacrylic acids, maleic acids and mixed polymers thereof, whichcan also contain small amounts of polymerizable substances withoutcarboxylic acid functionality incorporated by polymerization. Therelative molecular mass of the homopolymers of unsaturated carboxylicacids is generally between 5,000 and 200,000, that of the copolymersbetween 2000 and 200,000, preferably 50,000 to 120,000, relative in eachcase to free acid. A particularly preferred acrylic acid-maleic acidcopolymer has a relative molecular mass of 50,000 to 100,000. Suitable,albeit less preferred, compounds of this class are copolymers of acrylicacid or methacrylic acid with vinyl ethers, such as vinyl methyl ethers,vinyl esters, ethylene, propylene and styrene, in which the proportionof acid is at least 50 wt. %. For the production of liquid agents inparticular, the organic builder substances can be used in the form ofaqueous solutions, preferably in the form of 30 to 50 wt. % aqueoussolutions. All the cited acids are generally used in the form of theirwater-soluble salts, in particular their alkali salts.

Organic builder substances can be included if desired in amounts of upto 40 wt. %, in particular up to 25 wt. % and preferably from 1 wt. % to8 wt. %. Amounts close to the cited upper limit are preferably used inpaste-form or liquid, in particular water-containing, agents accordingto the invention. Laundry post-treatment agents according to theinvention, such as fabric softeners for example, can optionally also befree from organic builders.

Suitable water-soluble inorganic builder materials include in particularalkali silicates and polyphosphates, preferably sodium triphosphate.Crystalline or amorphous alkali aluminosilicates in particular can beused as water-insoluble, water-dispersible inorganic builder materials,if desired in amounts of up to 50 wt. %, preferably not over 40 wt. %and in liquid agents in particular in amounts of 1 wt. % to 5 wt. %. Ofthese the crystalline sodium aluminosilicates in washing agent grade, inparticular Zeolite A, P and optionally X, are preferred. Amounts closeto the cited upper limit are preferably used in solid, particulateagents. Suitable aluminosilicates have in particular no particles with aparticle size of more than 30 μm and preferably consist of at least 80wt. % of particles with a size of less than 10 μm. It is, however,particularly preferable to avoid the use of water-insoluble buildermaterials, to a very great extent at least, such that they arepreferably used, if at all, in only small amounts, for example inamounts of <5 wt. % or <1 wt. %, relative to the total agent.

Suitable substitutes or partial substitutes for said aluminosilicate arecrystalline alkali silicates, which can be present alone or mixed withamorphous silicates. The alkali silicates that can be used as buildersin the agents according to the invention preferably have a molar ratioof alkali oxide to SiO₂ of less than 0.95, in particular from 1:1.1 to1:12, and can be amorphous or crystalline. Preferred alkali silicatesare the sodium silicates, in particular the amorphous sodium silicates,with a molar ratio of Na₂O:SiO₂ of 1:2 to 1:2.8. Crystalline layeredsilicates of the general formula Na₂Si_(x)O_(2x+1).yH₂O are preferablyused as crystalline silicates, which can be present alone or mixed withamorphous silicates, in which x, the modulus, is a number from 1.9 to 4and y is a number from 0 to 20, and preferred values for x are 2, 3 or4. Preferred crystalline layered silicates are those in which x assumesthe values 2 or 3 in the cited general formula. In particular both β-and δ-sodium disilicates (Na₂Si₂O₅.yH₂O) are preferred. Virtuallyanhydrous crystalline alkali silicates of the aforementioned generalformula prepared from amorphous alkali silicates, in which x denotes anumber from 1.9 to 2.1, can also be used in agents according to theinvention. In a further preferred embodiment of agents according to theinvention a crystalline sodium layered silicate with a modulus of 2 to 3is used, such as can be prepared from sand and soda. Crystalline sodiumsilicates with a modulus in the range from 1.9 to 3.5 are used in afurther preferred embodiment of agents according to the invention. Ifalkali aluminosilicate, in particular zeolite, is also present as anadditional builder substance, the weight ratio of aluminosilicate tosilicate, relative in each case to anhydrous active substances, ispreferably 1:10 to 10:1. In agents containing both amorphous andcrystalline alkali silicates, the weight ratio of amorphous alkalisilicate to crystalline alkali silicate is preferably 1:2 to 2:1 and inparticular 1:1 to 2:1.

If desired, builder substances are preferably contained in the agentsaccording to the invention, in particular washing or cleaning agents, inamounts of up to 60 wt. %, in particular 5 wt. % to 40 wt. %. Laundrypost-treatment agents according to the invention, such as fabricsofteners for example, are preferably free from inorganic builders.

Suitable peroxygen compounds are in particular organic peracids orperacid salts of organic acids, such as phthalimidoperhexanoic acid,perbenzoic acid or salts of diperdodecanedioic acid, hydrogen peroxideand inorganic salts which give off hydrogen peroxide under theapplication conditions, such as perborate, percarbonate and/orpersilicate. If solid peroxygen compounds are to be used, they can beused in the form of powders or granules, which can also be coated in amanner known in principle. Alkali percarbonate, alkali perboratemonohydrate or, in liquid agents in particular, hydrogen peroxide in theform of aqueous solutions containing 3 wt. % to 10 wt. % of hydrogenperoxide are particularly preferably optionally used. If an agentaccording to the invention contains bleaching agents, such as preferablyperoxygen compounds, these are present in amounts of preferably up to 50wt. %, in particular from 5 wt. % to 30 wt. %. The addition of smallamounts of known bleaching agent stabilizers such as for examplephosphonates, borates or metaborates and metasilicates as well asmagnesium salts such as magnesium sulfate can be useful.

Compounds which under perhydrolysis conditions yield aliphaticperoxocarboxylic acids having preferably 1 to 10 C atoms, in particular2 to 4 C atoms, and/or optionally substituted perbenzoic acid can beused as bleach activators. Substances bearing O and/or N acyl groups ofthe cited C atomic number and/or optionally substituted benzoyl groupsare suitable. Polyacylated alkylene diamines, in particular tetraacetylethylenediamine (TAED), acylated triazine derivatives, in particular1,5-diacetyl-2,4-dioxohexahydro-1,3,5-triazine (DADHT), acylatedglycolurils, in particular tetraacetyl glycoluril (TAGU), N-acylimides,in particular N-nonanoyl succinimide (NOSI), acylated phenol sulfonates,in particular n-nonanoyl or isononanoyl oxybenzene sulfonate (n- oriso-NOBS), carboxylic anhydrides, in particular phthalic anhydride,acylated polyhydric alcohols, in particular triacetin, ethylene glycoldiacetate, 2,5-diacetoxy-2,5-dihydrofuran and enol esters, as well asacetylated sorbitol and mannitol or mixtures thereof (SORMAN), acylatedsugar derivatives, in particular pentaacetyl glucose (PAG), pentaacetylfructose, tetraacetyl xylose and octaacetyl lactose, as well asacetylated, optionally N-alkylated glucamine and gluconolactone, and/orN-acylated lactams, for example N-benzoyl caprolactam, are preferred.

Hydrophilically substituted acyl acetals and acyl lactams are likewisepreferably used. Combinations of conventional bleach activators can alsobe used. Such bleach activators can be included in the conventionalrange of amounts, preferably in amounts from 1 wt. % to 10 wt. %, inparticular 2 wt. % to 8 wt. %, relative to the total agent.

Sulfonimines and/or bleach-reinforcing transition metal salts ortransition metal complexes can also be included as so-called bleachcatalysts in addition to the aforementioned conventional bleachactivators or in their place.

Suitable enzymes for use in the agents include those from the class ofproteases, cutinases, amylases, pullulanases, hemicellulases,cellulases, lipases, oxidases and peroxidases as well as mixturesthereof. Enzymatic active ingredients obtained from fungi or bacteria,such as Bacillus subtilis, Bacillus licheniformis, Streptomyces griseus,Humicola lanuginosa, Humicola insolens, Pseudomonas pseudoalcaligenes orPseudomonas cepacia, are particularly suitable. The optionally usedenzymes can be adsorbed on supporting materials and/or embedded incoating substances to protect them against premature inactivation. Ifdesired, they are preferably contained in the agents according to theinvention in amounts not exceeding 5 wt. %, in particular 0.2 wt. % to 2wt. %.

As optical brighteners the agents can optionally contain for examplederivatives of diaminostilbene disulfonic acid or alkali metal saltsthereof. Salts of4,4′-bis(2-anilino-4-morpholino-1,3,5-triazinyl-6-amino)stilbene-2,2′-disulfonicacid or similarly structured compounds bearing a diethanolamino group, amethylamino group, an anilino group or a 2-methoxyethylamino group inplace of the morpholino group, are suitable for example.

Suitable foam inhibitors include for example organopolysiloxanes andmixtures thereof with microfine, optionally silanized silicic acid andparaffin waxes and mixtures thereof with silanized silicic acid orbis-fatty acid alkylene diamides. Mixtures of various foam inhibitorsare also used to advantage, for example those comprising silicones,paraffins or waxes. The foam inhibitors, in particular silicone- and/orparaffin-containing foam inhibitors, are preferably bound to a granular,water-soluble or water-dispersible carrier substance. Mixtures ofparaffin waxes and bistearyl ethylenediamides are preferred inparticular.

In addition, the agents can also contain components known as soilrelease agents, which positively influence the ability to wash oils andfats out of textiles. This effect becomes particularly apparent if atextile that has previously been washed multiple times with an agentaccording to the invention containing said oil and fat releasingcomponent is soiled. The preferred oil and fat releasing componentsinclude for example non-ionic cellulose ethers such as methyl celluloseand methyl hydroxypropyl cellulose containing from 15 to 30 wt. % ofmethoxyl groups and from 1 to 15 wt. % of hydroxypropoxyl groups,relative in each case to the non-ionic cellulose ether, and the polymersof phthalic acid and/or terephthalic acid or derivatives thereof withmonomeric and/or polymeric diols, in particular polymers of ethyleneterephthalates and/or polyethylene glycol terephthalates or anionicallyand/or non-ionically modified derivatives thereof, known from the priorart.

The agents can also contain dye transfer inhibitors, preferably inamounts from 0.1 wt. % to 2 wt. %, in particular 0.1 wt. % to 1 wt. %,which in a preferred embodiment of the invention are polymers of vinylpyrrolidone, vinyl imidazole, vinyl pyridine-N-oxide or copolymersthereof.

Graying inhibitors have the task of holding the dirt released from thetextile fibers suspended in the liquor. Water-soluble colloids, mostlyof an organic nature, are suitable for this purpose, for example starch,glue, gelatin, salts of ether carboxylic acids or ether sulfonic acidsof starch or cellulose or salts of acid sulfuric acid esters ofcellulose or starch. Water-soluble polyamides containing acid groups arealso suitable for this purpose. Starch derivatives other than thosementioned above can also be used, for example aldehyde starches.Cellulose ethers such as carboxymethyl cellulose (Na salt), methylcellulose, hydroxyalkyl cellulose and mixed ethers, such asmethylhydroxyethyl cellulose, methylhydroxypropyl cellulose,methylcarboxymethyl cellulose and mixtures thereof can preferably beused, for example in amounts of 0.1 to 5 wt. %, relative to the agents.

The organic solvents that can be used in the agents according to theinvention, particularly if they are in liquid or paste form, includealcohols having 1 to 4 C atoms, in particular methanol, ethanol,isopropanol and tert-butanol, diols having 2 to 4 C atoms, in particularethylene glycol and propylene glycol, and mixtures thereof and theethers derivable from said classes of compounds. Such water-misciblesolvents are preferably present in the agents according to the inventionin amounts not exceeding 30 wt. %, in particular 6 wt. % to 20 wt. %.

To set a desired pH that is not established automatically by mixing theother components, the agents according to the invention can containsystem-compatible and environmentally compatible acids, in particularcitric acid, acetic acid, tartaric acid, malic acid, lactic acid,glycolic acid, succinic acid, glutaric acid and/or adipic acid, but alsomineral acids, in particular sulfuric acid, or bases, in particularammonium or alkali hydroxides. Such pH adjusters are optionally includedin the agents according to the invention in amounts preferably notexceeding 20 wt. %, in particular 1.2 wt. % to 17 wt. %.

The production of solid agents according to the invention (i.e. inparticular washing or cleaning agents) presents no difficulties and canbe performed in principle in a known manner, for example by spray dryingor granulation, with optional peroxygen compound and optional bleachcatalyst optionally being added at a later stage. A method involving anextrusion step is preferred for the production of agents according tothe invention having an elevated bulk density, in particular in therange from 650 g/l to 950 g/l. The production of liquid agents accordingto the invention likewise presents no difficulties and can likewise beperformed in a known manner.

The production of the ketones according to the invention is described inthe example section by way of example by reference to the production ofa pro-fragrance containing δ-damascone. The other ketones of the generalformula (I) and in particular all ketones of formulae (VI) to (XI) arealso obtainable via this standard synthesis route.

According to a preferred embodiment the teaching according to theinvention can be used to significantly reduce the perfume content inwashing, cleaning and personal care agents. In this way it is possiblealso to offer perfumed products for particularly sensitive consumers whobecause of specific intolerances and irritations can use normallyperfumed products only to a limited extent if at all.

In addition to the ketone according to the invention, a preferred solid,in particular powdered, washing agent according to the invention canalso contain in particular components selected for example from thefollowing:

-   -   Anionic surfactants, such as preferably alkyl benzene sulfonate,        alkyl sulfate, for example in amounts of preferably 5 to 30 wt.        %,    -   Non-ionic surfactants, such as preferably fatty alcohol        polyglycol ether, alkyl polyglucoside, fatty acid glucamide, for        example in amounts of preferably 0.5 to 15 wt. %,    -   Builders, such as for example zeolite, polycarboxylate, sodium        citrate, in amounts of for example 0 to 70 wt. %, advantageously        5 to 60 wt. %, preferably 10 to 55 wt. %, in particular 15 to 40        wt. %,    -   Alkalis, such as for example sodium carbonate, in amounts of for        example 0 to 35 wt. %, advantageously 1 to 30 wt. %, preferably        2 to 25 wt. %, in particular 5 to 20 wt. %,    -   Bleaching agents, such as for example sodium perborate, sodium        percarbonate, in amounts of for example 0 to 30 wt. %,        advantageously 5 to 25 wt. %, preferably 10 to 20 wt. %,    -   Corrosion inhibitors, for example sodium silicate, in amounts of        for example 0 to 10 wt. %, advantageously 1 to 6 wt. %,        preferably 2 to 5 wt. %, in particular 3 to 4 wt. %,    -   Stabilizers, for example phosphonates, advantageously 0 to 1 wt.        %,    -   Foam inhibitor, for example soap, silicone oils, paraffins,        advantageously 0 to 4 wt. %, preferably 0.1 to 3 wt. %, in        particular 0.2 to 1 wt. %,    -   Enzymes, for example proteases, amylases, cellulases, lipases,        advantageously 0 to 2 wt. %, preferably 0.2 to 1 wt. %, in        particular 0.3 to 0.8 wt. %,    -   Graying inhibitor, for example carboxymethyl cellulose,        advantageously 0 to 1 wt. %,    -   Discoloration inhibitor, for example polyvinyl pyrrolidone        derivatives, preferably 0 to 2 wt. %,    -   Adjusters, for example sodium sulfate, advantageously 0 to 20        wt. %,    -   Optical brighteners, for example stilbene derivative, biphenyl        derivative, advantageously 0 to 0.4 wt. %, in particular 0.1 to        0.3 wt. %,    -   Optionally further fragrances,    -   Optionally water,    -   Optionally soap,    -   Optionally bleach activators,    -   Optionally cellulose derivatives,    -   Optionally dirt repellents,        percentages by weight relative in each case to the total agent.

In another preferred embodiment of the invention the agent is in liquidform, preferably in gel form. Preferred liquid washing or cleaningagents and cosmetics have water contents of for example 10 to 95 wt. %,preferably 20 to 80 wt. % and in particular 30 to 70 wt. %, relative tothe total agent. In the case of liquid concentrates the water contentcan also be particularly low, for example <30 wt. %, preferably <20 wt.%, in particular <15 wt. %, percentages by weight relative in each caseto the total agent. The liquid agents can also contain non-aqueoussolvents.

In addition to the ketone according to the invention, a preferredliquid, in particular gel-form, washing agent according to the inventioncan also contain in particular components selected for example from thefollowing:

-   -   Anionic surfactants, such as preferably alkyl benzene sulfonate,        alkyl sulfate, for example in amounts of preferably 5 to 40 wt.        %,    -   Non-ionic surfactants, such as preferably fatty alcohol        polyglycol ether, alkyl polyglucoside, fatty acid glucamide, for        example in amounts of preferably 0.5 to 25 wt. %,    -   Builders, such as for example zeolite, polycarboxylate, sodium        citrate, advantageously 0 to 15 wt. %, preferably 0.01 to 10 wt.        %, in particular 0.1 to 5 wt. %,    -   Foam inhibitor, for example soap, silicone oils, paraffins, in        amounts of for example 0 to 10 wt. %, advantageously 0.1 to 4        wt. %, preferably 0.2 to 2 wt. %, in particular 1 to 3 wt. %,    -   Enzymes, for example proteases, amylases, cellulases, lipases,        in amounts of for example 0 to 3 wt. %, advantageously 0.1 to 2        wt. %, preferably 0.2 to 1 wt. %, in particular 0.3 to 0.8 wt.        %,    -   Optical brighteners, for example stilbene derivative, biphenyl        derivative, in amounts of for example 0 to 1 wt. %,        advantageously 0.1 to 0.3 wt. %, in particular 0.1 to 0.4 wt. %,    -   Optionally further fragrances,    -   Optionally stabilizers,    -   Water    -   Optionally soap, in amounts of for example 0 to 25 wt. %,        advantageously 1 to 20 wt. %, preferably 2 to 15 wt. %, in        particular 5 to 10 wt. %,    -   Optionally solvents (preferably alcohols), advantageously 0 to        25 wt. %, preferably 1 to 20 wt. %, in particular 2 to 15 wt. %,        percentages by weight relative in each case to the total agent.

In addition to the ketone according to the invention, a preferred liquidfabric softener according to the invention can also contain inparticular components selected from the following:

-   -   Cationic surfactants, such as in particular esterquats, for        example in amounts of 5 to 30 wt. %,    -   Co-surfactants, such as for example glycerol monostearate,        stearic acid, fatty alcohols, fatty alcohol ethoxylates, for        example in amounts of 0 to 5 wt. %, preferably 0.1 to 4 wt. %,    -   Emulsifiers, such as for example fatty amine ethoxylates, for        example in amounts of 0 to 4 wt. %, preferably 0.1 to 3 wt. %,    -   Optionally further fragrances,    -   Dyes, preferably in the ppm range,    -   Stabilizers, preferably in the ppm range,    -   Solvents such as for example water, in amounts of preferably 60        to 90 wt. %, percentages by weight relative in each case to the        total agent.

The invention also provides a method for the lasting fragrancing ofsurfaces, wherein a ketone according to one of formulae (I) to (XI) or awashing or cleaning agent according to the invention is applied to thesurface to be fragranced (e.g. textile, crockery, floor) and saidsurface is then exposed to electromagnetic radiation, in particularencompassing wavelengths from 200 to 400 nm.

The invention also provides a method for lasting room fragrancing,wherein an air care agent according to the invention is exposed toelectromagnetic radiation, in particular encompassing wavelengths from200 to 400 nm.

EXAMPLE

Representation of a ketone of general formula (I):

5.5 mmol of n-butyl lithium in hexane were added dropwise to a solutionof 0.5 g of diisopropylamine in 12 ml of absolute tetrahydrofuran at−78° C. within 5 minutes. 1.03 g (5 mmol) of ethyl-4-propionyl benzoatein 13 ml of absolute tetrahydrofuran were added dropwise. After stirringfor 1 h at −78° C., 2.2 g (6 mmol) of cerium(III) chloride dried underhigh vacuum in 15 ml of absolute tetrahydrofuran were added and themixture was stirred for a further 30 min. Still at −78° C., 1.15 g of6-damascone were then added within 10 min and stirred for a further 1 h.Then the temperature was raised to room temperature within 6 h and themixture was processed: first of all approx. 15 ml of saturated ammoniumchloride solution were added slowly. Then the mixture was extractedthree times, with 25 ml of diethyl ether each time, and the combinedorganic phases were washed with saturated sodium chloride solution untilneutral. The crude product was purified by column chromatography(petroleum ether:ethyl acetate=95:5) and yieldedethyl-4-(2,3-dimethyl-5-oxo-5-(2,6,6-trimethylcyclohex-3-enyl)pentanoyl)benzoate.0.84 g of the target product were obtained as a colorless oil.

The ketone produced in this way had a very good fragrancing effect whenused in washing agents and fabric softeners in textile treatment. Inparticular, the fragrance impression on the laundry washed therewith andthen dried was found to have a much better persistence as compared withwashing agents and fabric softeners containing an equivalent amount of8-damascone but of an otherwise identical composition. The freshfragrance impression of the textiles lasted significantly longer, bothafter line drying and in particular after drying in an automatic dryer.In the conventional application, i.e. when used in a washing agent orfabric softener and in a machine washing application, the pro-fragranceused attached very efficiently to the textiles, and significantly betterthan the otherwise comparable pro-fragrance without —CO-OEtsubstitution.

While at least one exemplary embodiment has been presented in theforegoing detailed description of the invention, it should beappreciated that a vast number of variations exist. It should also beappreciated that the exemplary embodiment or exemplary embodiments areonly examples, and are not intended to limit the scope, applicability,or configuration of the invention in any way. Rather, the foregoingdetailed description will provide those skilled in the art with aconvenient road map for implementing an exemplary embodiment of theinvention, it being understood that various changes may be made in thefunction and arrangement of elements described in an exemplaryembodiment without departing from the scope of the invention as setforth in the appended claims and their legal equivalents.

What is claimed is:
 1. A ketone of the general formula (I),

wherein R denotes a substituted hydrocarbon residue having at least oneC═O group, R1, R2 each independently of one another denote hydrogen, anaryl residue, a linear or branched, substituted or unsubstituted alkoxygroup having 1 to 15 C atoms, a linear or branched, substituted orunsubstituted alkyl group having 1 to 15 C atoms or a substituted orunsubstituted aryl residue, R3, R4, R5, R6 and R7 each independently ofone another denote hydrogen, an amino group, —NO₂, a linear or branched,substituted or unsubstituted alkoxy group having 1 to 15 C atoms, alinear or branched, substituted or unsubstituted alkyl group having 1 to15 C atoms, a cycloalkyl residue, acyl residue, aryl residue, —OH, —NH₂,halogen, NH alkyl or —N(alkyl)₂, and wherein at least one of theresidues R3, R4, R5, R6, R7 denotes a —CO—X group, where X═H, alkyl,cycloalkyl, aryl, acyl, —OH, —Oalkyl, NH₂, NH-alkyl, —N(alkyl)₂ orhalogen.
 2. The ketone according to claim 1, wherein the substituents R1and R2, independently of one another, denote a linear or branched,substituted or unsubstituted alkyl group having 1 to 6 C atoms,preferably 1 to 3 C atoms, in particular in each case a methyl residue,wherein R3, R6 and R7 each denote hydrogen, wherein the residues R4 andR5 each independently of one another denote hydrogen or a —CO—X group,where X═H, alkyl, cycloalkyl, aryl, acyl, —OH, —Oalkyl, —NH₂, NH-alkyl,—N(alkyl)₂ or halogen, and wherein at least one of residues R4 or R5denoting the —CO—X group.
 3. The ketone according to claim 1, selectedfrom the group consisting of ketones corresponding to formula (II) or(III)

wherein the residue R8 in each case denotes an optionally substitutedhydrocarbon residue having at least 5 C atoms, wherein the residue X ineach case denotes H, alkyl, cycloalkyl, aryl, acyl, —OH, —Oalkyl, —NH₂,NH-alkyl, —N(alkyl)₂ or halogen.
 4. The ketone according to claim 3,wherein the residue X denotes H or an —Oalkyl group.
 5. The ketoneaccording to claim 1, selected from the group consisting of ketonescorresponding to one of the following formulae (IV) to (XI)


6. A washing or cleaning agent comprising at least one ketone accordingto claim 1, wherein said ketone is contained in amounts of between0.0001 and 5 wt. %, relative to the total agent.
 7. The washing orcleaning agent according to claim 6, wherein it contains at least onesurfactant selected from the group consisting of anionic, cationic,non-ionic, zwitterionic, amphoteric surfactants or mixtures thereof. 8.The washing or cleaning agent according to claim 6, wherein it is insolid or liquid form.
 9. A cosmetic agent comprising at least one ketoneaccording to claim 1, wherein said ketone is contained in amounts ofbetween 0.0001 and 50 wt. %, relative to the total agent.
 10. A methodfor the lasting fragrancing of surfaces, wherein a ketone according toclaim 1 is applied to the surface to be fragranced and said surface isthen exposed to electromagnetic radiation.